Back to School 2026

68 products
  • Celebrate the season with this festive grosgrain hair bow, featuring a contrasting moonstitch edge and an adorable embroidered apple! It’s a sweet finishing touch for school days! This bow is sure to stay in her hair all day with the Wee Ones patented WeeStayâ„¢ no-slip hair clip.
    Wee Ones
    $20.00
    $20.00
    Sold out
  • The Beaufort Bonnet Company
    $38.00
    $38.00
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  • The Beaufort Bonnet Company
    $26.00
    $26.00
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  • The Don’t Forget Your Backpack in Beale Street Blue, Barbados Blue, Nantucket Navy & Kiawah Kelly Green by The Beaufort Bonnet Company is the back to school essential that makes every little boy excited to walk through the school doors! Featuring a bold blue and green colorway, this backpack stands out in every hallway, every carpool line, and every classroom. Bold and unmistakably preppy, this is the backpack that makes every school day feel like the best day of the week.
    The Beaufort Bonnet Company
    $58.00
    $58.00
    Sold out
  • The Beaufort Bonnet Company
    $38.00
    $38.00
    Sold out
  • The Peyton Pencil Pouch in Bell Court Bows by The Beaufort Bonnet Company is the back to school accessory that keeps pencils, pens, markers, and all the essentials organized in the most charming way imaginable. Featuring the delightful Bell Court Bows print that coordinates perfectly with her backpack and lunch box for a completely pulled together, coordinating school look. Bow-forward, brilliantly organized, and unmistakably preppy!
    The Beaufort Bonnet Company
    $26.00
    $26.00
    Sold out
  • The Don’t Forget Your Backpack in Bell Court Bows by The Beaufort Bonnet Company is the back to school essential that makes every little girl excited to walk through the school doors! Featuring the charming Bell Court Bows print, this backpack stands out in every hallway, every carpool line, and every classroom. Bold, bow forward, and unmistakably preppy, this is the backpack that makes every school day feel like the best day of the week.
    The Beaufort Bonnet Company
    $58.00
    $58.00
    Sold out
  • Brighten her day with the Lucy Schoolhouse Red Shirt—a vibrant tank that pairs effortlessly with the Evelyn Schoolyard Apples Skort. Designed for active tweens, it’s the perfect choice for school and adventures beyond. Ready to inspire confidence and fun every step of the way!
    The Oaks
    $32.00
    $32.00
    Sold out
  • Let your tween sparkle in the Evelyn Schoolyard Apples Skort—soft pink with charming apple prints and built-in shorts for carefree play. Its playful design brings joy to every step and pairs beautifully with the Lucy Schoolhouse Red Shirt. Ready for adventures with style and comfort!
    The Oaks
    $40.00
    $40.00
    Sold out
  • The Breccan Dress is a sweet and timeless style for the school year and beyond. Made in our adorable Homeroom Blooms knit fabric, this comfortable dress features a classic button-front design for an extra touch of traditional cuteness. Perfect for the first day of school, special moments, and everyday adventures.
    Lullaby Set
    $68.00
    $68.00
    Sold out
  • A sweet choice for the school season, our Blessings Bloomer Set features a soft Legacy White knit top with a classic Peter Pan collar and adorable front pockets in our Homeroom Blooms print. Paired with coordinating bloomers or shorts this timeless set is perfect for back-to-school days and making memories all year long.
    Lullaby Set
    $64.00
    $64.00
    Sold out
  • Let your little one shine on the first day of school in the Crayon Box Boys Short Set by Cape Point Clothing Co.! The vibrant red striped tee with a playful crayon box appliqué sparks creativity, while soft, red, comfy shorts keep him ready for every adventure. Ready to inspire confidence and fun all day long!
    Cape Point Clothing Co.
    $65.00
    $65.00
    Sold out
  • Ready to brighten her first day of school? The Crayon Box Dress by Cape Point Clothing Co. bursts with playful charm—vivid red stripes, a colorful crayon box appliqué, and a sweet Peter Pan collar make this dress an unforgettable statement of joy and creativity!
    Cape Point Clothing Co.
    $65.00
    $65.00
    Sold out
  • Celebrate your little girl's first day of school in the Pretty Pencils Float Dress by Bailey Boys! Its charming blue gingham pattern and playful pencil and apple appliqués create a joyful, fresh look that sparks confidence and excitement for new beginnings. Ready to brighten every classroom moment!
    Bailey Boys
    $72.00
    $72.00
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  • Celebrate the first day of school with the Apple of My Eye Girls Short Set by Bailey Boys! The soft blue tunic, detailed with a charming apple appliqué and playful red ric rac, pairs beautifully with vibrant blue gingham shorts—designed to brighten every moment from toddler to tween!
    Bailey Boys
    $64.00
    $64.00
    Sold out
  • Celebrate her first day in the Apple of My Eye Dress by Bailey Boys—a charming blue dress with playful drop hem ruffles and a sweet pink apple print. It’s the perfect blend of comfort and cuteness to make her feel special and confident from the start!
    Bailey Boys
    $72.00
    $72.00
    Sold out
  • Picture Perfect Pennants in Brookline Blue with Rockefeller Royal and Worth Avenue White will make all your first day of school pictures so much sweeter! 
    The Beaufort Bonnet Company
    $16.00
    $16.00
    Sold out
  • The Beaufort Bonnet Company
    $16.00
    $16.00
    Sold out
  • School Time Dress by Baby Loren features the brand's signature pima cotton material, timeless peter pan collar, and charming pastel school-themed print. Perfect for back-to-school season and special occasions, this dress combines comfort with classic style.
    Baby Loren
    $54.00
    $54.00
    Sold out
  • Properly Tied
    $42.00
    $42.00
    Sold out
  • TRVL Design
    $38.00
    $38.00
    Sold out
  • The Hunt Backpacker from TRVL Design features an adorable hunting dog and mallard print that captures a classic outdoor spirit—perfect for young explorers. Crafted from easily wipeable materials, this backpack withstands the wear and tear of daily use. Spills, mud, and playground mishaps won't leave a lasting mark. Durable construction ensures it lasts all year through school, daycare, and weekend outings. An ideal companion for your little adventurer. Pair with the matching lunch box for a coordinated look
    TRVL Design
    $62.00
    $62.00
    Sold out
  • The Hunt MINI Backpack from TRVL Design is perfectly sized for little ones' first school days and adventures. The adorable hunting dog and mallard print captures a classic outdoor spirit that appeals to young explorers. Crafted from easily wipeable materials, this backpack withstands the wear and tear of daily use—spills, mud, and playground mishaps won't leave a lasting mark. Durable construction ensures it lasts all year through school, daycare, and weekend outings. An ideal companion for your little adve
    TRVL Design
    $46.00
    $46.00
    Sold out
  • Petite Fleur Pink MINI Backpack from TRVL Design brings together timeless style and everyday practicality. The charming pink floral design appeals to young travelers, while the wipeable material stands up to spills and adventure. Pair it with the matching lunchbox to create a coordinated set perfect for school, outings, and beyond. Also available in a larger backpack for big kids. 
    TRVL Design
    $62.00
    $62.00
    Sold out
  • Petite Fleur Pink Backpack from TRVL Design brings together timeless style and everyday practicality. The charming pink floral design appeals to young travelers, while the wipeable material stands up to spills and adventure. Pair it with the matching lunchbox to create a coordinated set perfect for school, outings, and beyond. Also available in a mini backpack for smaller hands.
    TRVL Design
    $62.00
    $62.00
    Sold out
  • TRVL Design
    $38.00
    $38.00
    Sold out
  • Dress your little one in Zuccini Kid’s ABC Light Blue Harry’s Play Tee, where playful apple appliqués meet soft, breathable fabric. Perfectly paired with Covington Green Knit Leo Shorts, this vibrant outfit inspires confidence and joy—ideal for the first day or any day of school!
    Zuccini Kids
    $40.00
    $40.00
    Sold out
  • Celebrate every school day with the Apple Harry’s Play Tee by Zuccini Kids! Soft blue and white stripes blend with charming apple and truck smocking, making it the perfect cozy choice for your little boy’s adventures. Ready for first days, playtime, and every moment in between!
    Zuccini Kids
    $42.00
    $42.00
    Sold out
  • Spark joy in your toddler’s wardrobe with the ABC Pockets Leggings Set by Zuccini Kids! The light blue striped tunic, detailed with charming ABC and 123 pockets and a classic Peter Pan collar, pairs perfectly with cozy leggings—making every first day of school or playtime unforgettable and full of smiles!
    Zuccini Kids
    $70.00
    $70.00
    Sold out
  • Dress your little one in the Apple Ashton Shortall by Zuccini Kids—a charming blend of blue and white stripes with playful apple and truck smocking that sparks joy and imagination. Perfect for adventurous infants ready to explore the world in style and comfort!
    Zuccini Kids
    $64.00
    $64.00
    Sold out
  • The Pencil Sarah Jumper by Zuccini Kids wraps your little one in soft, periwinkle blue stripes and charming pencil appliqué pockets—perfect for sparking joy on the first day of school. Its classic Peter Pan collar adds timeless charm, while pairing effortlessly with a cozy cardigan for cooler mornings.
    Zuccini Kids
    $68.00
    $68.00
    Sold out
  • Introduce your little one to the school season in style with the ABC Smocked Kate Dress. This charming piece features delicate smocking at the neckline adorned with ABC and school embroidery, paired with a crisp blue and white gingham design. The timeless silhouette and thoughtful details make it an ideal choice for first-day photos, special occasions, and everyday wear. Crafted for comfort and durability, this dress combines playful sophistication with the practicality parents expect from quality children'
    Shop Teeta
    $66.00
    $66.00
    Sold out
  • ABC Smocked Wyatt Short Set pairs a crisp white smocked tee with playful ABC and back-to-school embroidery alongside coordinating blue and white check shorts. A polished, practical ensemble designed for the school year ahead—comfortable enough for the classroom and put-together enough for photos.
    Shop Teeta
    $66.00
    $66.00
    Sold out
  • Brighten every school day with the Polly Play Dress in Ardsley Park Apple by The Beaufort Bonnet Company! This charming apple print, paired with a timeless silhouette, brings playful elegance and comfort to your toddler’s wardrobe. Ready for adventures, learning, and endless smiles!
    The Beaufort Bonnet Company
    $48.00
    $48.00
    Sold out
  • Celebrate new beginnings with the Holly Day Dress in First Day Flowers by The Beaufort Bonnet Company. Its charming floral pattern weaves in school details, while the classic silhouette and sweet Peter Pan collar make your little girl’s first day unforgettable—and every day after just as special!
    The Beaufort Bonnet Company
    $64.00
    $64.00
    Sold out
  • Celebrate her first day in style with the Stella Skort in First Day Flowers by The Beaufort Bonnet Company! This charming floral print, subtly woven with school details, makes every moment unforgettable. Perfect for tween girls ready to shine, it pairs beautifully with the Little Miss Prim and Proper Polo—comfort and cuteness combined!
    The Beaufort Bonnet Company
    $52.00
    $52.00
    Sold out
  • Elevate your tween’s style with The Beaufort Bonnet Company’s Little Miss Prim and Proper Polo! The vibrant Hamptons Hot Pink hue and delicate ruffle collar add charm and confidence, making every day feel special. Perfectly pairs with the Stella Skort for a fresh, joyful look she'll love to wear!
    The Beaufort Bonnet Company
    $42.00
    $42.00
    Sold out
  • Dress your little one in the vibrant Carter Crewneck in Richmond Red, featuring a charming blue TBBC stork. Its rich color and cozy fit bring warmth and style to every adventure—perfectly matched with Sheffield Shorts for effortless, playful charm!
    The Beaufort Bonnet Company
    $36.00
    $36.00
    Sold out
  • Celebrate sunny days and special moments with the Sheffield Shorts in Kensington Court Plaid by The Beaufort Bonnet Company. These vibrant, classic plaid shorts bring joyful color and timeless style to your toddler’s wardrobe, perfectly complementing a crisp White Prim and Proper Polo for effortless charm and confidence. Ready for every summer adventure!
    The Beaufort Bonnet Company
    $44.00
    $44.00
    Sold out
  • The Beaufort Bonnet Company’s Annie Apron Dress in Bell Court Bows bursts with vibrant, multicolored bows that celebrate joyful style. Its charming shift silhouette offers comfort and effortless movement, making it the perfect choice for any tween girl ready to shine with playful confidence!
    The Beaufort Bonnet Company
    $72.00
    $72.00
    Sold out
  • Elevate summer days with the Prim and Proper Polo in Beale Street Blue Stripe by The Beaufort Bonnet Company. Crafted from soft Pima cotton, its vibrant stripes and iconic red stork detail bring timeless charm to every celebration. Perfectly paired with Sheffield Shorts, it keeps boys stylish and comfortable from toddler to tween!
    The Beaufort Bonnet Company
    $48.00
    $48.00
    Sold out
  • Celebrate summer in style with the Prepletic Sheffield Shorts in vibrant Richmond Red by The Beaufort Bonnet Company. Designed for boys from toddler to tween, these shorts offer a timeless silhouette that keeps your little one comfortable and confident at every sunny gathering.
    The Beaufort Bonnet Company
    $48.00
    $48.00
    Sold out
  • Celebrate your little boy’s first day in vibrant style with the School Appliqué Short Set by Trotter Street Kids! The royal blue striped tee, detailed with playful school-themed appliques, pairs perfectly with bold red shorts—making every moment feel joyful and unforgettable.
    Trotter Street Kids
    $38.00
    $38.00
    Sold out
  • Celebrate every school moment in the vibrant royal blue School Appliqué Dress by Trotter Street Kids. Delightful school-themed appliqués bring joy and imagination to your toddler’s wardrobe, making each day feel special and full of adventure!
    Trotter Street Kids
    $38.00
    $38.00
    Sold out
  • Dress your little girl in playful charm with the Apple Trio Bloomer Set by Trotter Street Kids! The blue gingham top, adorned with adorable apples, pairs beautifully with vibrant red bloomers—perfect for a joyful and memorable first day of school. Ready to inspire smiles and confidence every step!
    Trotter Street Kids
    $40.00
    $40.00
    Sold out
  • Celebrate your little one’s milestones in the Apple Trio Dress by Trotter Street Kids. This breathable blue gingham dress, adorned with charming apple appliqués, brings joyful comfort and sweet style to her first day of school. Ready to inspire smiles and confidence every step of the way!
    Trotter Street Kids
    $38.00
    $38.00
    Sold out
  • Brighten your little one’s day with the Apple Trio Bubble by Trotter Street Kids! This charming blue gingham bubble, decorated with playful red apple appliqués, adds a touch of fun and comfort to every outfit. Perfect for school days or playtime, it’s a delightful choice that sparks joy and style.
    Trotter Street Kids
    $36.00
    $36.00
    Sold out
  • Dress your little boy in the School Trucks Smocked Tee—a charming blue striped knit tee bursting with playful school truck smocking. Soft, comfortable, and irresistibly adorable, it makes every school day feel special and full of adventure! Ready to inspire confidence and joy?
    Anavini
    $34.00
    $34.00
    Sold out
  • Step into the school year with charm in the Girls School House Bishop Dress by Petit Bebe. Its delicate pink check gingham and intricate school house smocking bring timeless elegance to the first day of school—making every moment feel special and unforgettable!
    Petit Bebe
    $68.00
    $68.00
    Sold out
  • Dress your little boy in the charming Apple Pocket Shirt Short Set by The Proper Peony. The soft white Pima cotton shirt, featuring an adorable apple pocket, pairs perfectly with light blue shorts. It's not just stylish—it's incredibly comfortable, making it ideal for school days or playful adventures!
    The Proper Peony
    $62.00
    $62.00
    Sold out
  • Dress your little one in the enchanting Apple Blossoms Bloomer Set by The Proper Peony. This delightful ensemble features charming apple and bow prints, complemented by a soft white Peter Pan collar. Crafted from luxurious Pima cotton, it offers unmatched comfort—perfect for those memorable first school days!
    The Proper Peony
    $70.00
    $70.00
    Sold out
  • The Apple Blossoms Dress by The Proper Peony is a delightful blend of charm and comfort. Made from soft Pima cotton, it features a whimsical apple and bow print, along with an adorable Peter Pan collar. Perfect for the first day of school, this dress combines style and ease, ensuring your little one feels confident and cute!
    The Proper Peony
    $72.00
    $72.00
    Sold out